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Fluorogenic dendrimer reporters and related methods of use

a technology of dendrimer reporter and fluorescence, which is applied in the field of fluorogenic dendrimer reporter, can solve the problems of limited application of small molecule fluorescent reporter to monitor biological systems, and achieve the effects of reducing background noise, strong fluorescence enhancement, and efficient monitoring of biological processes

Inactive Publication Date: 2015-10-29
RGT UNIV OF MICHIGAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a solution for improving the water solubility and reducing background fluorescence of small molecule fluorescent reporters. This is achieved by using dendrimer nanoparticles conjugated with a "click-on" fluorogenic reporter. The fluorogenic dendrimer reporters can be used to track functionalized small molecules and monitor biological processes associated with them. The dendrimers have improved aqueous solubility, reduced background fluorescence in biological matrices, and enhanced assay throughput. Overall, this technology allows for more efficient and accurate tracking of small molecules and biological processes.

Problems solved by technology

The application of small molecule fluorescent reporters to monitor biological systems is limited by their poor water solubility and background fluorescence of these reporters.

Method used

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  • Fluorogenic dendrimer reporters and related methods of use
  • Fluorogenic dendrimer reporters and related methods of use
  • Fluorogenic dendrimer reporters and related methods of use

Examples

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example 1

[0133]Previous experiments involving dendrimer related technologies are located in U.S. Pat. Nos. 6,471,968, 7,078,461; U.S. patent application Ser. Nos. 09 / 940,243, 10 / 431,682, 11,503,742, 11,661,465, 11 / 523,509, 12 / 403,179, 12 / 106,876, 11 / 827,637, 10 / 039,393, 10 / 254,126, 09 / 867,924, 12 / 570,977, and 12 / 645,081; U.S. Provisional Patent Application Ser. Nos. 61 / 256,699, 61 / 226,993, 61 / 140,480, 61 / 091,608, 61 / 097,780, 61 / 101,461, 61 / 251,244, 60 / 604,321, 60 / 690,652, 60 / 707,991, 60 / 208,728, 60 / 718,448, 61 / 035,949, 60 / 830,237, 61 / 736,225, and 60 / 925,181; and International Patent Application Nos. PCT / US2010 / 051835, PCT / US2010 / 050893; PCT / US2010 / 042556, PCT / US2001 / 015204, PCT / US2005 / 030278, PCT / US2009 / 069257, PCT / US2009 / 036992, PCT / US2009 / 059071, PCT / US2007 / 015976, and PCT / US2008 / 061023.

example 2

[0134]This example describes fluorogenic dendrimer reporters of the present invention. The fluorogenic dendrimer reporters of the present invention are composed of a partially acetylated G5 PAMAM dendrimer (see, e.g., Majoros, I. J.; Thomas, T. P.; Mehta, C. B.; Baker, J. R. J Med Chem 2005, 48, 5892), a fluorogenic 3-azido-7-hydroxy coumarin dye, and a triazine ring linker (Scheme 1). The synthetic strategy is comprised of three parts: (1) conjugation of 3-azido-7-hydroxy coumarin to 2,4,6-trichloro-1,3,5-triazine at 0° C., triazine-coumarin 1; (2) G5 dendrimer was partially acetylated (70%) with acetic anhydride, G5-NHAc-NH2 2; (3) conjugation of triazine-coumarin to the partially acetylated G5 dendrimer at room temperature, G5-Coumarin 3. The ease of displacement of the chlorine atoms in 2,4,6-trichloro-1,3,5-triazine by various nucleophiles in a controlled manner makes this reagent useful to serve as a cross-linker between G5 dendrimer and 3-azido-7-hydroxy coumarin. After react...

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Abstract

The present invention relates to fluorogenic dendrimer reporters. In particular, the present invention relates to dendrimer nanoparticles conjugated with ‘click-on’ fluorogenic reporters and related methods of use.

Description

STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT[0001]This invention was made with government support under W911NF-07-1-0437 awarded by the U.S. Army Research Office. The government has certain rights in the invention.FIELD OF THE INVENTION[0002]The present invention relates to fluorogenic dendrimer reporters. In particular, the present invention relates to dendrimer nanoparticles conjugated with ‘click-on’ fluorogenic reporters and related methods of use.BACKGROUND OF THE INVENTION[0003]Understanding dynamic cellular processes requires the ability to track biomacromolecules and small molecule metabolites in complex biological environments including cells and animal models. Traditionally, molecules have been tracked using genetically encoded fluorescent labels like GFP or with exogenous antibody reporters (see, e.g., Kulkarni, G.; Wadsworth, W. G. Nat Methods 2012, 9, 451; Prescher, J. A.: Contag, C. H. Curr Opin Chem Biol 2010, 14, 80; Hoffman, R. M. Method Enzymol 2...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): G01N33/58C08G69/48
CPCC08G69/48G01N33/582G01N33/587
Inventor BAKER, JR., JAMES R.ZONG, HONGGOONEWARDENA, SASCHA
Owner RGT UNIV OF MICHIGAN
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